Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051003Generated: November 1, 2026

Potassium Carbonate → methyl 2-(3-((4-(((tert-butoxycarbonyl)(methyl)amino)methyl)-2-(2-fluorophenyl)-1H-pyrrol-1-yl)sulfonyl)phenoxy)acetate

https://huagongshe.com/reaction/1051003

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl bromoacetateHCID 60984—
Reactanttert-butyl ((5-(2-fluorophenyl)-1-((3-hydroxyphenyl)sulfonyl)-1H-pyrrol-3-yl)methyl)(methyl)carbamateHCID 90168587—
SolventAcetonitrileHCID 6342—
Productmethyl 2-(3-((4-(((tert-butoxycarbonyl)(methyl)amino)methyl)-2-(2-fluorophenyl)-1H-pyrrol-1-yl)sulfonyl)phenoxy)acetateHCID 90168695—

Reaction Conditions

Temperature50 °C

Reaction Steps

tert-Butyl ((5-(2-fluorophenyl)-1-((3-hydroxyphenyl)sulfonyl)-1H-pyrrol-3-yl)methyl)(methyl)carbamate 1h (100 mg, 0.22 mmol), methyl bromoacetate (40 mg, 0.26 mmol) and potassium carbonate (45 mg, 0.33 mmol) were added to 5 mL of acetonitrile, then the reaction solution was heated up to 50° C. and stirred for 16 h. The reaction solution was concentrated under reduced pressure. 50 mL of water were added, and the reaction solution was extracted with ethyl acetate (50 mL×3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure to obtain the title product methyl 2-(3-((4-(((tert-butoxycarbonyl)(methyl)amino)methyl)-2-(2-fluorophenyl)-1H-pyrrol-1-yl)sulfonyl)phenoxy)acetate 1i (110 mg, a yellow oil), which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388133B2
Source datasetuspto-grants-2016_07
ORD IDord-4394e64bf65a42b0ba6fa6e3c2a793e6
Source noteuspto-grants-2016_07